Anal Sex 101 Part 2

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You might also want to experiment with something more life-size. If so, use a proper dildo – not a deodorant canister or a cucumber. You don’t want to scratch the lining of your anus or have something nasty break off in there. And, yes, the guy in the sex shop may well take one look at you and know exactly where it’s going to end up. But so what? He’s seen it all already. Just acknowledge to yourself that you’re doing this as part of your exploration of yourself as gay.
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When using the dildo, begin again with your fingers and use a lot of lube. You need to find a relaxed position. Sitting with your ass to one side can work well. If you’re standing, make sure your legs remain relaxed. If they tense, the sphincter will follow. Push it in slowly. Don’t force it. Don’t sit on it.

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When you encounter resistance, pause and relax. If you push your anus towards the dildo, as if you were pushing faeces out, you might find you open more easily. Still, however gently you go, you can expect a pop. There might well be a moment of pain. After this, the rest will probably slip in a lot more easily.

The sensations that follow are complex. When you relax, the pain will probably abate and give way to a sense of elation. It can feel breathtakingly high, as if every connection in your body and brain just started firing. Your instinct might be immediately to masturbate and cum in a way more dazzling than you ever have before. One thing you are doing now is learning to ride this pleasure.

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Move the dildo slowly and give yourself time to get used to it. It might be that’s enough for the moment, or it might be that you want to experience a faster pace – the pace of sex – and for as long as it would take a man fucking you to cum. If it’s the latter you want, be careful. The dildo can go as fast and as hard as you make it and experience no pain of its own. In other words, a dildo is NOT the same as a penis. Also, the loose skin around the shaft of a penis will lessen the friction on the anus, even though the head might be pumping quite hard and your buttocks might be getting a pounding. Get ready to make some noise, and some pretty weird facial expressions. The feelings may become intense to the point of mindlessness. You might start groaning, shrieking, gurgling, sobbing…There comes a point when it is as if there is a barrier to cross. The feeling of being about to explode might make you stop. Or you can cross that barrier to find a further degree of elation.

(End of Part Two)

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